MX2022000474A - Camptothecin derivatives with a disulfide moiety and a piperazine moiety. - Google Patents
Camptothecin derivatives with a disulfide moiety and a piperazine moiety.Info
- Publication number
- MX2022000474A MX2022000474A MX2022000474A MX2022000474A MX2022000474A MX 2022000474 A MX2022000474 A MX 2022000474A MX 2022000474 A MX2022000474 A MX 2022000474A MX 2022000474 A MX2022000474 A MX 2022000474A MX 2022000474 A MX2022000474 A MX 2022000474A
- Authority
- MX
- Mexico
- Prior art keywords
- moiety
- compounds
- piperazine
- camptothecin derivatives
- disulfide
- Prior art date
Links
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical class C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 title 1
- 125000002228 disulfide group Chemical group 0.000 title 1
- 125000004193 piperazinyl group Chemical group 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 206010028980 Neoplasm Diseases 0.000 abstract 2
- 102000003915 DNA Topoisomerases Human genes 0.000 abstract 1
- 108090000323 DNA Topoisomerases Proteins 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 239000007853 buffer solution Substances 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
This invention provides a compound of Formula I or a pharmaceutically acceptable salt thereof (wherein X, Y, Z and n are defined herein). These compounds are useful in the treatment of diseases mediated by topoisomerase I enzyme such as cancers. The present invention also provides processes for the preparation of compounds of Formula I. The compounds of the present invention are more water soluble, stable in buffer solution at various pH, and exhibit better anti-tumor activity and rapid release of SN-38 in tumor microenvironments.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN201921027783 | 2019-07-11 | ||
PCT/IB2020/056580 WO2021005583A1 (en) | 2019-07-11 | 2020-07-13 | Camptothecin derivatives with a disulfide moiety and a piperazine moiety |
Publications (1)
Publication Number | Publication Date |
---|---|
MX2022000474A true MX2022000474A (en) | 2022-03-11 |
Family
ID=71670329
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2022000474A MX2022000474A (en) | 2019-07-11 | 2020-07-13 | Camptothecin derivatives with a disulfide moiety and a piperazine moiety. |
Country Status (11)
Country | Link |
---|---|
US (1) | US20220242874A1 (en) |
EP (1) | EP3997094A1 (en) |
CN (1) | CN114341141A (en) |
AU (1) | AU2020309244A1 (en) |
BR (1) | BR112022000401A2 (en) |
CA (1) | CA3146510A1 (en) |
CL (1) | CL2022000045A1 (en) |
IL (1) | IL289677A (en) |
MX (1) | MX2022000474A (en) |
PE (1) | PE20221005A1 (en) |
WO (1) | WO2021005583A1 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2022153211A1 (en) * | 2021-01-13 | 2022-07-21 | Sun Pharma Advanced Research Company Limited | Liposomal composition of a camptothecin derivative |
Family Cites Families (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6350756B1 (en) | 2001-01-18 | 2002-02-26 | California Pacific Medical Center | Camptothecin derivatives |
WO2003043584A2 (en) | 2001-11-20 | 2003-05-30 | University Of Kentucky Research Foundation | Engineered liposomal particles containing core-loaded pro-drugs for the controlled release of camptothecins |
ITRM20020306A1 (en) | 2002-05-31 | 2003-12-01 | Sigma Tau Ind Farmaceuti | ESTERS IN POSITION 20 OF CAMPTOTECINE. |
TW200616604A (en) * | 2004-08-26 | 2006-06-01 | Nicholas Piramal India Ltd | Nitric oxide releasing prodrugs containing bio-cleavable linker |
US7875602B2 (en) | 2005-10-21 | 2011-01-25 | Sutter West Bay Hospitals | Camptothecin derivatives as chemoradiosensitizing agents |
CN102448494B (en) | 2009-02-13 | 2016-02-03 | 免疫医疗公司 | There is the immune conjugates of the key of cleavable in born of the same parents |
WO2012067670A1 (en) | 2010-11-18 | 2012-05-24 | Saladax Biomedical Inc. | Irinotecan immunoassay |
CN102850400A (en) | 2011-06-30 | 2013-01-02 | 周文强 | Camptothecin derivative, and preparation method, pharmaceutical composition and use thereof |
CN102516258B (en) | 2011-11-11 | 2014-06-25 | 正大天晴药业集团股份有限公司 | Water-soluble vitamin E derivative modified fat-soluble anti-cancer drug compound and preparation, preparation method and application of compound |
CN103508981A (en) | 2012-06-18 | 2014-01-15 | 北京美倍他药物研究有限公司 | New piperazine derivative and medical applications |
KR20140010517A (en) | 2012-07-12 | 2014-01-27 | 고려대학교 산학협력단 | Drug delivery complex enabling direct monitoring of delivery and cellular uptake of the drug and method for preparing the same |
US9150585B2 (en) | 2012-11-13 | 2015-10-06 | Fl Therapeutics Llc | Analogs of camptothecin |
US10098967B2 (en) | 2012-12-03 | 2018-10-16 | Ohio State Innovation Foundation | Self-assembly of therapeutic agent-peptide nanostructures |
CN104370862B (en) | 2013-08-13 | 2019-04-23 | 中国人民解放军军事医学科学院毒物药物研究所 | Water-soluble antitumor compound |
CN103524519B (en) | 2013-09-24 | 2015-06-24 | 中国科学技术大学 | Camptothecin prodrug monomer and polymeric prodrug amphipathic molecules thereof as well as preparation method and application of camptothecin prodrug monomer and polymeric prodrug amphipathic molecules |
CN103552010A (en) | 2013-11-07 | 2014-02-05 | 凡嘉科技(无锡)有限公司 | Special slide dish forceps |
WO2015178265A1 (en) | 2014-05-23 | 2015-11-26 | 日本化薬株式会社 | Novel glutamic acid derivative and use thereof |
CN104306332B (en) | 2014-09-24 | 2017-02-15 | 东南大学 | Camptothecin phospholipid compound, and medicinal composition and application thereof |
CN104368011B (en) | 2014-11-27 | 2017-05-10 | 东南大学 | Pharmaceutical betaine conjugate and pharmaceutical composition and application thereof |
CN105131039B (en) | 2015-09-18 | 2017-09-15 | 东南大学 | A kind of camptothecin phosphatide cpd, its pharmaceutical composition and application |
CN105457038A (en) | 2015-11-09 | 2016-04-06 | 东南大学 | Quick release type medicine phosphatide compound and medicine composition thereof |
US20200078468A1 (en) * | 2016-04-13 | 2020-03-12 | Tarveda Therapeutics, Inc. | Neurotensin receptor binding conjugates and formulations thereof |
WO2017210246A2 (en) * | 2016-05-31 | 2017-12-07 | Tarveda Therapeutics, Inc. | Penicillamine conjugates and particles and formulations thereof |
CN106046029B (en) | 2016-06-01 | 2019-01-22 | 西南大学 | A kind of reproducibility response amphipathic small molecules prodrug and preparation method thereof |
CN106620717B (en) | 2016-12-13 | 2020-11-24 | 上海交通大学 | Amphiphilic conjugate anti-tumor nano-drug with function of reversing tumor multi-drug resistance and preparation method and application thereof |
CN106967081A (en) | 2017-03-17 | 2017-07-21 | 南开大学 | A kind of synthetic method of the integrated medicine of the diagnosis and treatment with Chemosensitizing effect |
CN106946899B (en) | 2017-03-21 | 2018-11-23 | 莎穆(上海)生物科技有限公司 | A kind of camptothecin prodrug and its preparation and application |
CN106916236B (en) | 2017-03-27 | 2019-04-09 | 莎穆(上海)生物科技有限公司 | A kind of cyclodextrin-camptothecin supermolecule chemotherapeutics and its preparation and application |
CN108785683A (en) | 2017-04-27 | 2018-11-13 | 西南大学 | A kind of preparation method of reduction response medicine-drug conjugates |
CN108409756B (en) | 2018-03-08 | 2019-12-10 | 莎穆(上海)生物科技有限公司 | Camptothecin-based heterodimer multifunctional prodrug and preparation method and application thereof |
CN108586535A (en) | 2018-07-03 | 2018-09-28 | 哈尔滨理工大学 | Phospholipid analogues, the Preparation method and use of the structure containing camptothecine |
-
2020
- 2020-07-13 MX MX2022000474A patent/MX2022000474A/en unknown
- 2020-07-13 WO PCT/IB2020/056580 patent/WO2021005583A1/en active Application Filing
- 2020-07-13 CN CN202080054984.5A patent/CN114341141A/en active Pending
- 2020-07-13 AU AU2020309244A patent/AU2020309244A1/en not_active Abandoned
- 2020-07-13 PE PE2022000046A patent/PE20221005A1/en unknown
- 2020-07-13 US US17/625,960 patent/US20220242874A1/en active Pending
- 2020-07-13 BR BR112022000401A patent/BR112022000401A2/en not_active Application Discontinuation
- 2020-07-13 EP EP20742937.4A patent/EP3997094A1/en not_active Withdrawn
- 2020-07-13 CA CA3146510A patent/CA3146510A1/en active Pending
-
2022
- 2022-01-06 IL IL289677A patent/IL289677A/en unknown
- 2022-01-07 CL CL2022000045A patent/CL2022000045A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
AU2020309244A1 (en) | 2022-03-03 |
CN114341141A (en) | 2022-04-12 |
CA3146510A1 (en) | 2021-01-14 |
EP3997094A1 (en) | 2022-05-18 |
CL2022000045A1 (en) | 2022-11-04 |
BR112022000401A2 (en) | 2022-03-29 |
PE20221005A1 (en) | 2022-06-15 |
IL289677A (en) | 2022-03-01 |
WO2021005583A1 (en) | 2021-01-14 |
US20220242874A1 (en) | 2022-08-04 |
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